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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700649Generated: November 1, 2026

Methyl acetoacetate → 4-Methyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinoline-2,5-dione

https://huagongshe.com/reaction/1700649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant1-Amino-5-(3-thienyl)cyclohexen-3-oneHCID 18317508—
SolventEthyl AcetateHCID 8857—
Product4-Methyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinoline-2,5-dioneHCID 1831755722%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 1-amino-5-(thiophen-3-yl)cyclohexen-3-one (4.75 g) and methyl acetoacetate (10 g) was stirred at 170° C. for 18 hours and cooled, and to the mixture was added ethyl acetate. Precipitated crystals were filtered and washed with ethyl acetate to give 4-methyl-7-(thiophen-3-yl)-1,2,5,6,7,8-hexahydroquinoline-2,5-dione (1.4 g) as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06350749B1
Source datasetuspto-grants-2002_02
ORD IDord-00e072b0c1ba4d299b7579ece82677b5
Source noteuspto-grants-2002_02